Holiday rentals in Annan
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Top-rated holiday rentals in Annan
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Beach, Period 3 Bed Cottage with Great Kitchen
Ideal for the family or trips with friends, our period cottage is beautifully situated directly overlooking an Arts and Crafts style Bowling Pavilion and the large beach immediately beyond. The house sleeps 6 in 3 bedrooms, has a big well-equipped kitchen, wi-fi and a comfy lounge with a wood and coal burning fire. Relax or find an adventure. Powfoot is peaceful with a bar and restaurant. There's free putting at the door, golf, lots of nature, nearby outlet shopping, the Solway coast and more!

Luxury Rural Cabin with Wood Fired Hot Tub
Glencartholm Farm by Wigwam Holidays is part of the UK's No1 glamping brand that has been providing guests with 'great holidays in the great outdoors' for over 20 years! Situated in a beautiful rural location in Dumfries and Galloway, we also run an Alpaca Farm. Beautiful views and quiet surroundings are what will greet you whilst you relax in the private hot tub. We have 4 luxury ensuite cabins with wood fired hot tubs and the capacity to accomodate for couples, families and group bookings.

Queensberry Terrace - spacious & cosy
Situated between Carlisle & Dumfries - we are in the ideal place for a stop-over or half way holiday. We are lucky to boast on the fact we are so close to beautiful wedding hotspots. Kinmount House is 2.4 miles away & Gretna Green is only 12 miles away. We are with-in walking distance to Powfoot beach & the golf course. The closest town is Annan. Taxis are easy & quick if required, also the bus stop is outside. Our place is ideal for families & we welcome well behaved, housetrained doggies too!

Bird House & Sauna - Sleep with the Owls!
Enjoy the tranquility of the northern edge of the Lake District by staying at the Cumberland Bird of Prey Centre in this unique container conversion. With private picnic areas, fire pits and places to while away the evening. We encourage you to embrace a truly private hide away, with hot tub and as much privacy as you want. Perfect for Hadrians Wall Walk discovering the Lake District and Dumfries & Galloway. We have another Airbnb on site if you are booking for a larger group - just ask

Sea Views-Scotland-Cluaran Cabins-Solway Breeze
With views over looking the solway shore onto the beautiful mountains in Lake District, we offer this self catering cabin, with your own private and secure garden for any four legged friends you may wish to bring with you. Situated in a rural location with amazing walks on your doorstep. Our local town amenities are within a 2mile walk or 5minute drive. There are many tourist attractions near by that can either be reached by car, bus or train. This accommodation offers something for everybody.

Romantic Lake District Retreat for 2 near Caldbeck
The perfect romantic retreat, Swallows Rest, is a converted 18th century hay barn. Belonging to the 17th century Grade II listed High Greenrigg House, it offers all the modern conveniences whilst retaining the character of such an historic building. The ground floor contains an open plan living room, dining area and fully fitted kitchen. There is a utility room accessed via a low stone doorframe. Upstairs is a mezzanine floor with king size bed, balcony and luxurious shower room

Converted Stables - Scenic 'Courtyard Cottage'
'Courtyard Cottage' is situated in a courtyard - previously stables and tastefully converted to a high standard. Easy driving distance of the A74(M), with good rail & bus links. The cottage provides the ideal base to enjoy the many cultural and outdoor activities available in the area. Plenty of lovely walks, sailing, fishing, wild life and great night skies. Perfect to kick back and relax after a day of exploring the many attractions and scenery. parking is available.

The Black Triangle Cabin
The Black Triangle Cabin is a peaceful getaway situated on our property just outside of Jedburgh, a historic town in the heart of the Scottish Borders. The Cabin sleeps 2 people in a king size bed, with a separate living/kitchen space boasting views through the woods and across the fields. If you keep an eye out, you may see the deer that pass through regularly, or even hear our resident owl. Ideally located only an hour from Edinburgh, Newcastle and the St Abbs coastline.

Homely Cottage on Hadrian's Wall Path
Homely and peaceful 17th century cottage in the heart of Burgh-by-Sands, on Hadrian's Wall Path. Carlisle - 5 miles. Comfortably sleeping four (plus infant), in two double bedrooms, one with ensuite cloakroom, the house has a kitchen/dining/living space, cosy living room and spacious garden, with very little light pollution, ideal for star gazing. Ample parking Perfect for exploring the wildlife of the Solway Coast, the City of Carlisle, Gretna and the Lake District.

Annan, Dumfries & Galloway, Scotland Barn - 2 Bed
Watchhall Annexe is a recently converted barn, situated on the edge of the Royal Burgh Town of Annan. Attached to Watchhall House, it overlooks the Solway Firth and has views of the Lake District hills. It is within a 10-minute drive of the M6/M74 corridor on the Scottish-England border at Gretna. The area boasts lots of lovely places to eat and relax. Ideal for walking and cycling. Gretna Gateway Outlet Village and famous wedding venue is just a 10-minute drive away.

DISTILLERY(The Stables) with private HOT TUB
*SPECIAL OFFER* 2 NIGHT WEEKEND BREAKS BETWEEN FRI. 21st NOV. 2025 - MON. 30th MARCH 2026. Get in touch for details. Distillery Luxury Holiday Cottages are situated in a unique position nestled between our own Distillery Stud and the Annandale Distillery(the First or Last in Scotland)Spacious sandstone stable conversions completed to v high standard in October 15.

Rural 2 bed cottage, wood-fired hot tub & food
Moorside Cottage is a stylishly renovated holiday cottage annexed to, but separate from, family-run farm, Moorside Farm. Set in the beautiful Scottish countryside it offers a real taste of country living and the good life: comfy-chic rooms, modern, open-plan kitchen, home-grown food and homemade meals, fantastic views and plenty of fresh air. This peaceful, family-friendly place is perfect for a short or long-term getaway.
Popular amenities for Annan holiday rentals
Other great holiday rentals in Annan

Burn Cottage

Lovely 3 bedroom Cottage in Aikton Cumbria.

Stable Cottage - 1 Bedroom Luxury New Conversion

Stylish cottage with stunning views.

John collingwood Bruce suite

The Carriage - A first class experience

The Coach House, Waterbeck

Converted Barn with the most stunning views
When is the best time to visit Annan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $137 SGD | $117 SGD | $119 SGD | $136 SGD | $149 SGD | $153 SGD | $164 SGD | $159 SGD | $146 SGD | $144 SGD | $141 SGD | $136 SGD |
| Avg. temp | 5°C | 5°C | 6°C | 9°C | 11°C | 14°C | 16°C | 16°C | 14°C | 10°C | 7°C | 5°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Annan?
Annan has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Annan?
Four-legged friends are welcome in Annan. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Annan?
Yes! Work meets play with ease at over 10 vacation rentals in Annan featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Annan?
Make yourself at home in Annan by choosing from our most frequently booked neighborhoods. We have over 90 vacation rentals in Annan, and over 90 vacation rentals in Howes.
Quick stats about holiday rentals in Annan

Total holiday rentals
Explore 20 holiday rentals in Annan

Nightly prices starting at
Annan holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 2,120 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Annan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Annan rentals

4.7 Average rating
Annan stays receive an average rating of 4.7 out of 5 from guests
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- Lake District National Park
- Northumberland National Park
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- The World of Beatrix Potter Attraction
- Muncaster Castle
- Hadrian's Wall
- Buttermere
- Vindolanda
- Duddon Valley
- Talkin Tarn Country Park
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- Honister Slate Mine
- Newlands Valley
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- The Grasmere Gingerbread Shop
- Hexham Abbey
- Stanwix Park Holiday Centre
- Brockhole Cafe
- Ullswater Steamers
- Rydal Cave
- Carlisle Castle
- Housesteads Roman Fort




